Silylene oxonium ylides: di- tert-butylsilylene insertion into C–O bonds

Silylene oxonium ylides: di- tert-butylsilylene insertion into C–O bonds

Allylic ethers undergo insertions of silylenes into C–O bonds to form allylic silanes. Silylene insertion into C–O acetal bonds was also observed. Formation of silylene ylide intermediates led to [1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric env...

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Veröffentlicht in:Tetrahedron 2009-07, Vol.65 (28), p.5608-5613
Hauptverfasser: Bourque, Laura E., Haile, Pamela A., Loy, Janice M.N., Woerpel, K.A.
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Sprache:eng
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Allylic silanes
Oxonium ylide
Silylene
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container_end_page 5613
container_issue 28
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container_title Tetrahedron
container_volume 65
creator Bourque, Laura E.
Haile, Pamela A.
Loy, Janice M.N.
Woerpel, K.A.
description Allylic ethers undergo insertions of silylenes into C–O bonds to form allylic silanes. Silylene insertion into C–O acetal bonds was also observed. Formation of silylene ylide intermediates led to [1,2]-Stevens rearrangement products as well as [2,3]-sigmatropic products depending upon the steric environment of the starting allylic ether. [Display omitted]
doi_str_mv 10.1016/j.tet.2009.04.016
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source ScienceDirect Journals (5 years ago - present)
subjects Allylic silanes
Oxonium ylide
Silylene
title Silylene oxonium ylides: di- tert-butylsilylene insertion into C–O bonds
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